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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:47:24 UTC

Update Date

2023-02-21 17:28:03 UTC

HMDB ID

HMDB0040254

Secondary Accession Numbers

HMDB40254

Metabolite Identification

Common Name

Butyl lactate

Description

Butyl lactate, also known as butyl lactic acid, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Butyl lactate is a creamy, fermented, and fruity tasting compound. Based on a literature review a significant number of articles have been published on Butyl lactate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Butyl lactic acid	Generator
2-Hydroxy-butyl ester(2S)-propanoic acid	HMDB
2-Hydroxypropanoic acid butyl ester	HMDB
Butyl (S)-2-hydroxypropionate	HMDB
Butyl alpha -hydroxypropionate	HMDB
Butyl alpha-hydroxypropionate	HMDB
Butyl L-lactate	HMDB
Butylester kyseliny mlecne	HMDB
FEMA 2205	HMDB
Lactic acid N-butyl ester	HMDB
Lactic acid, butyl ester	HMDB
N-Butyl lactate	HMDB, MeSH
Propanoic acid, 2-hydroxy-, butyl ester	HMDB
Butyl 2-hydroxypropanoic acid	Generator

Chemical Formula

C₇H₁₄O₃

Average Molecular Weight

146.1843

Monoisotopic Molecular Weight

146.094294314

IUPAC Name

butyl 2-hydroxypropanoate

Traditional Name

butyl lactate

CAS Registry Number

138-22-7

SMILES

CCCCOC(=O)C(C)O

InChI Identifier

InChI=1S/C7H14O3/c1-3-4-5-10-7(9)6(2)8/h6,8H,3-5H2,1-2H3

InChI Key

MRABAEUHTLLEML-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Carboxylic acid esters

Alternative Parents

Substituents

Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0040254)
Cytoplasm (HMDB: HMDB0040254)

Source

Exogenous

Exogenous (HMDB: HMDB0040254)

Food

Food (HMDB: HMDB0040254)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0040254)

Biological role

Nutrient (HMDB: HMDB0040254)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-28 °C	Not Available
Boiling Point	186.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	40 mg/mL at 20 °C	Not Available
LogP	0.980 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	48.4 g/L	ALOGPS
logP	0.63	ALOGPS
logP	1	ChemAxon
logS	-0.48	ALOGPS
pKa (Strongest Acidic)	13	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	37.48 m³·mol⁻¹	ChemAxon
Polarizability	16.25 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	133.102	31661259
DarkChem	[M-H]-	128.097	31661259
DeepCCS	[M+H]+	138.466	30932474
DeepCCS	[M-H]-	135.591	30932474
DeepCCS	[M-2H]-	172.663	30932474
DeepCCS	[M+Na]+	147.681	30932474
AllCCS	[M+H]+	136.0	32859911
AllCCS	[M+H-H2O]+	132.0	32859911
AllCCS	[M+NH4]+	139.7	32859911
AllCCS	[M+Na]+	140.7	32859911
AllCCS	[M-H]-	133.9	32859911
AllCCS	[M+Na-2H]-	136.3	32859911
AllCCS	[M+HCOO]-	139.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Butyl lactate	CCCCOC(=O)C(C)O	1561.9	Standard polar	33892256
Butyl lactate	CCCCOC(=O)C(C)O	1019.4	Standard non polar	33892256
Butyl lactate	CCCCOC(=O)C(C)O	1053.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Butyl lactate,1TMS,isomer #1	CCCCOC(=O)C(C)O[Si](C)(C)C	1166.3	Semi standard non polar	33892256
Butyl lactate,1TBDMS,isomer #1	CCCCOC(=O)C(C)O[Si](C)(C)C(C)(C)C	1362.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Butyl lactate EI-B (Non-derivatized)	splash10-0002-9000000000-e4eacc0f272d55fc90b8	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Butyl lactate EI-B (Non-derivatized)	splash10-0002-9000000000-6516285fe67bf8cb527c	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Butyl lactate EI-B (Non-derivatized)	splash10-0002-9000000000-9c99e5b0f34ee8b651db	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Butyl lactate EI-B (Non-derivatized)	splash10-0002-9000000000-746a83cab5dda7b0742d	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Butyl lactate EI-B (Non-derivatized)	splash10-0002-9000000000-d44aa234690399728fa5	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Butyl lactate EI-B (Non-derivatized)	splash10-0002-9000000000-e4eacc0f272d55fc90b8	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Butyl lactate EI-B (Non-derivatized)	splash10-0002-9000000000-6516285fe67bf8cb527c	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Butyl lactate EI-B (Non-derivatized)	splash10-0002-9000000000-9c99e5b0f34ee8b651db	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Butyl lactate EI-B (Non-derivatized)	splash10-0002-9000000000-746a83cab5dda7b0742d	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Butyl lactate EI-B (Non-derivatized)	splash10-0002-9000000000-d44aa234690399728fa5	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butyl lactate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-9000000000-f71a18e0953abdb8fa39	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butyl lactate GC-MS (1 TMS) - 70eV, Positive	splash10-014i-7900000000-9680510d96c60629e320	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Butyl lactate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-052b-9000000000-10ae7229e59ba64fa82a	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl lactate 10V, Positive-QTOF	splash10-0002-7900000000-4f73500fb21389995bc2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl lactate 20V, Positive-QTOF	splash10-0a4i-9100000000-a82179999ce698b0f28a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl lactate 40V, Positive-QTOF	splash10-0a4i-9000000000-c53741d409f9d9372164	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl lactate 10V, Negative-QTOF	splash10-006t-9700000000-4a418d67d17c4fbb8d9d	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl lactate 20V, Negative-QTOF	splash10-00di-9000000000-ab8c56caff50f52ef92c	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl lactate 40V, Negative-QTOF	splash10-00di-9000000000-a9368ecb8053d270775b	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl lactate 10V, Positive-QTOF	splash10-0a4i-9000000000-03201e8d035329a8184b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl lactate 20V, Positive-QTOF	splash10-0a4i-9000000000-0b3430c93803d6f56312	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl lactate 40V, Positive-QTOF	splash10-0a4i-9000000000-aea47cd19162fb86a2af	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl lactate 10V, Negative-QTOF	splash10-006t-9800000000-6104392bed8ebcf792ab	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl lactate 20V, Negative-QTOF	splash10-00di-9200000000-3fc0a8008cf2d589f2ed	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Butyl lactate 40V, Negative-QTOF	splash10-0006-9000000000-7a10357c2ed3fc412a1e	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB019971

KNApSAcK ID

Not Available

Chemspider ID

8409

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

8738

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1106241

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Butyl lactate (HMDB0040254)

MOL for HMDB0040254 (Butyl lactate)

3D MOL for HMDB0040254 (Butyl lactate)

3D SDF for HMDB0040254 (Butyl lactate)

3D-SDF for HMDB0040254 (Butyl lactate)

PDB for HMDB0040254 (Butyl lactate)

3D PDB for HMDB0040254 (Butyl lactate)

SMILES for HMDB0040254 (Butyl lactate)

INCHI for HMDB0040254 (Butyl lactate)

Structure for HMDB0040254 (Butyl lactate)

3D Structure for HMDB0040254 (Butyl lactate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra